
Southwest Florida Adventure Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Adventure hotel deals in Southwest Florida
Price found within the past 48 hours. Click for updated prices.

The Westin Cape Coral Resort At Marina Village
Pelican
Price was CA $1,013, price is now CA $866 per person
CA $866
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,005 reviews)
We have stayed here many times. The staff is great and property is beautiful.
Reviewed on Apr 29, 2026

Hilton Marco Island Beach Resort and Spa
South End
Price was CA $1,196, price is now CA $993 per person
CA $993
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
Beautiful property with fantastic beach.
Reviewed on May 6, 2026

Pink Shell Beach Resort and Marina
Price was CA $1,395, price is now CA $1,259 per person
CA $1,259
per person
Jul 9 - Jul 13
just found
Roundtrip flight included
Halifax (YHZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,332 reviews)
Staff very friendly, room clean and property very clean
Reviewed on May 5, 2026

Sundial Beach Resort & Spa
Mid Island
Price was CA $2,648, price is now CA $2,471 per person
CA $2,471
per person
Jun 22 - Jun 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,636 reviews)
Great place! Very clean, great amenities.
Reviewed on May 5, 2026

Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $2,892, price is now CA $2,754 per person
CA $2,754
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips5* Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.

Sundial Beach Resort & Spa
Mid Island
Price was CA $2,648, price is now CA $2,471 per person
CA $2,471
per person
Jun 22 - Jun 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,636 reviews)
Great place! Very clean, great amenities.
Reviewed on May 5, 2026

Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $2,892, price is now CA $2,754 per person
CA $2,754
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips3 Night Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.

Pink Shell Beach Resort and Marina
Price was CA $1,185, price is now CA $1,025 per person
CA $1,025
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,332 reviews)
Staff very friendly, room clean and property very clean
Reviewed on May 5, 2026

Hilton Marco Island Beach Resort and Spa
South End
Price was CA $1,650, price is now CA $1,348 per person
CA $1,348
per person
Jun 14 - Jun 17
found 23 hours ago
Roundtrip non-stop flight included
London (YXU) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
Beautiful property with fantastic beach.
Reviewed on May 6, 2026

Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $2,942, price is now CA $2,413 per person
CA $2,413
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips4 Night Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
Price was CA $1,144, price is now CA $894 per person
CA $894
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (1,001 reviews)
The breakfast good
Airport shuttle includes
Reviewed on Apr 12, 2026

Tween Waters Island Resort & Spa
Price was CA $1,810, price is now CA $1,239 per person
CA $1,239
per person
Jun 27 - Jul 1
found 1 hour ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
👏👏wonderful resort .. loved the available bikes
Reviewed on Apr 24, 2026

Lovers Key Resort
Price was CA $1,169, price is now CA $960 per person
CA $960
per person
Jul 9 - Jul 13
just found
Roundtrip flight included
Halifax (YHZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,048 reviews)
Our sixth trip back to the property. We love sitting on the balcony facing the bay watching for dolphins and watching the passing boats. Views are beautiful. Pool is beautiful.
Reviewed on Apr 24, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all tripsAdventure Hotels in Southwest Florida

Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,644 reviews)
Great place! Very clean, great amenities.
Reviewed on May 5, 2026

Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions North Captiva Island Beach and ...
8.6/10 Excellent! (1,001 reviews)
Nice pool and private beach area. Rooms are rundown.
Reviewed on May 3, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







